EP3634131A1 - Novel pesticidal combinations - Google Patents
Novel pesticidal combinationsInfo
- Publication number
- EP3634131A1 EP3634131A1 EP18812753.4A EP18812753A EP3634131A1 EP 3634131 A1 EP3634131 A1 EP 3634131A1 EP 18812753 A EP18812753 A EP 18812753A EP 3634131 A1 EP3634131 A1 EP 3634131A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- spp
- insecticidal
- cyantraniliprole
- chlorantraniliprole
- flubendiamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 230000000361 pesticidal effect Effects 0.000 title description 2
- 230000000749 insecticidal effect Effects 0.000 claims abstract description 61
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- DVBUIBGJRQBEDP-UHFFFAOYSA-N cyantraniliprole Chemical compound CNC(=O)C1=CC(C#N)=CC(C)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl DVBUIBGJRQBEDP-UHFFFAOYSA-N 0.000 claims abstract description 33
- PSOVNZZNOMJUBI-UHFFFAOYSA-N chlorantraniliprole Chemical compound CNC(=O)C1=CC(Cl)=CC(C)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl PSOVNZZNOMJUBI-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000005886 Chlorantraniliprole Substances 0.000 claims abstract description 30
- 239000005889 Cyantraniliprole Substances 0.000 claims abstract description 30
- RAMUASXTSSXCMB-UHFFFAOYSA-N 3-bromo-N-{2-bromo-4-chloro-6-[(1-cyclopropylethyl)carbamoyl]phenyl}-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide Chemical compound C1CC1C(C)NC(=O)C1=CC(Cl)=CC(Br)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl RAMUASXTSSXCMB-UHFFFAOYSA-N 0.000 claims abstract description 29
- NNRSYETYEADPBW-UHFFFAOYSA-N cyhalodiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(Cl)=C1C(=O)NC(C)(C)C#N NNRSYETYEADPBW-UHFFFAOYSA-N 0.000 claims abstract description 29
- ZGNITFSDLCMLGI-UHFFFAOYSA-N flubendiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(I)=C1C(=O)NC(C)(C)CS(C)(=O)=O ZGNITFSDLCMLGI-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000005901 Flubendiamide Substances 0.000 claims abstract description 28
- KNDVJPKNBVIKML-UHFFFAOYSA-N tetraniliprole Chemical compound CNC(=O)C1=CC(C#N)=CC(C)=C1NC(=O)C1=CC(CN2N=C(N=N2)C(F)(F)F)=NN1C1=NC=CC=C1Cl KNDVJPKNBVIKML-UHFFFAOYSA-N 0.000 claims abstract description 28
- QSLZKWPYTWEWHC-UHFFFAOYSA-N broflanilide Chemical compound C=1C=CC(C(=O)NC=2C(=CC(=CC=2Br)C(F)(C(F)(F)F)C(F)(F)F)C(F)(F)F)=C(F)C=1N(C)C(=O)C1=CC=CC=C1 QSLZKWPYTWEWHC-UHFFFAOYSA-N 0.000 claims abstract description 27
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 25
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000000417 fungicide Substances 0.000 claims description 97
- 230000000855 fungicidal effect Effects 0.000 claims description 65
- 239000000203 mixture Substances 0.000 claims description 65
- 239000012990 dithiocarbamate Substances 0.000 claims description 41
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims description 38
- 239000002917 insecticide Substances 0.000 claims description 38
- -1 diamide compound Chemical class 0.000 claims description 37
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 claims description 34
- 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 claims description 34
- 239000003112 inhibitor Substances 0.000 claims description 31
- 241000238631 Hexapoda Species 0.000 claims description 15
- 239000005802 Mancozeb Substances 0.000 claims description 15
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 15
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 claims description 14
- 102000012440 Acetylcholinesterase Human genes 0.000 claims description 12
- 108010022752 Acetylcholinesterase Proteins 0.000 claims description 12
- 108050006905 Glutamate-Gated Chloride Channel Proteins 0.000 claims description 12
- 229940022698 acetylcholinesterase Drugs 0.000 claims description 12
- 230000003281 allosteric effect Effects 0.000 claims description 12
- 239000000018 receptor agonist Substances 0.000 claims description 11
- 229940044601 receptor agonist Drugs 0.000 claims description 11
- 108091006146 Channels Proteins 0.000 claims description 10
- 210000000056 organ Anatomy 0.000 claims description 10
- 239000005644 Dazomet Substances 0.000 claims description 8
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 8
- 239000002169 Metam Substances 0.000 claims description 8
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 claims description 8
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 claims description 8
- OTWBGXPTCSGQEJ-UHFFFAOYSA-N 2-[(dimethylcarbamothioyldisulfanyl)carbothioylamino]ethylcarbamothioylsulfanyl n,n-dimethylcarbamodithioate Chemical compound CN(C)C(=S)SSC(=S)NCCNC(=S)SSC(=S)N(C)C OTWBGXPTCSGQEJ-UHFFFAOYSA-N 0.000 claims description 7
- BFTGQIQVUVTBJU-UHFFFAOYSA-N 5,6-dihydroimidazo[2,1-c][1,2,4]dithiazole-3-thione Chemical compound C1CN2C(=S)SSC2=N1 BFTGQIQVUVTBJU-UHFFFAOYSA-N 0.000 claims description 7
- MPKTWNYCNKUVKZ-UHFFFAOYSA-N Carbamorph Chemical compound CN(C)C(=S)SCN1CCOCC1 MPKTWNYCNKUVKZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000005809 Metiram Substances 0.000 claims description 7
- 239000005823 Propineb Substances 0.000 claims description 7
- JZFICWYCTCCINF-UHFFFAOYSA-N Thiadiazin Chemical compound S=C1SC(C)NC(C)N1CCN1C(=S)SC(C)NC1C JZFICWYCTCCINF-UHFFFAOYSA-N 0.000 claims description 7
- 239000005843 Thiram Substances 0.000 claims description 7
- 239000005870 Ziram Substances 0.000 claims description 7
- VQSUKBFBVMSNES-UHFFFAOYSA-K [Cl-].[Cl-].[Cu+].[Cu+].[Cu+].CN(C)C([S-])=S Chemical compound [Cl-].[Cl-].[Cu+].[Cu+].[Cu+].CN(C)C([S-])=S VQSUKBFBVMSNES-UHFFFAOYSA-K 0.000 claims description 7
- FRDDEJAABOMVCH-UHFFFAOYSA-N [dimethylcarbamothioylsulfanyl(methyl)arsanyl] n,n-dimethylcarbamodithioate Chemical compound CN(C)C(=S)S[As](C)SC(=S)N(C)C FRDDEJAABOMVCH-UHFFFAOYSA-N 0.000 claims description 7
- 239000011717 all-trans-retinol Substances 0.000 claims description 7
- 235000019169 all-trans-retinol Nutrition 0.000 claims description 7
- FROZIYRKKUFAOC-UHFFFAOYSA-N amobam Chemical compound N.N.SC(=S)NCCNC(S)=S FROZIYRKKUFAOC-UHFFFAOYSA-N 0.000 claims description 7
- GAMFEMAXLMWCRG-UHFFFAOYSA-N bis(dimethylcarbamothioylsulfanyl)arsanyl n,n-dimethylcarbamodithioate Chemical compound CN(C)C(=S)S[As](SC(=S)N(C)C)SC(=S)N(C)C GAMFEMAXLMWCRG-UHFFFAOYSA-N 0.000 claims description 7
- JOXAXMBQVHFGQT-UHFFFAOYSA-J copper;manganese(2+);n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Cu+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S JOXAXMBQVHFGQT-UHFFFAOYSA-J 0.000 claims description 7
- ZHIKKPYAYGUYPV-UHFFFAOYSA-N dimethylaminocarbamothioylsulfanyl n-(dimethylamino)carbamodithioate Chemical compound CN(C)NC(=S)SSC(=S)NN(C)C ZHIKKPYAYGUYPV-UHFFFAOYSA-N 0.000 claims description 7
- 229960002563 disulfiram Drugs 0.000 claims description 7
- WHDGWKAJBYRJJL-UHFFFAOYSA-K ferbam Chemical compound [Fe+3].CN(C)C([S-])=S.CN(C)C([S-])=S.CN(C)C([S-])=S WHDGWKAJBYRJJL-UHFFFAOYSA-K 0.000 claims description 7
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 7
- 229920000940 maneb Polymers 0.000 claims description 7
- 229920000257 metiram Polymers 0.000 claims description 7
- UQJQVUOTMVCFHX-UHFFFAOYSA-L nabam Chemical compound [Na+].[Na+].[S-]C(=S)NCCNC([S-])=S UQJQVUOTMVCFHX-UHFFFAOYSA-L 0.000 claims description 7
- 229920002635 polyurethane Polymers 0.000 claims description 7
- 229960002447 thiram Drugs 0.000 claims description 7
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims description 7
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 claims description 7
- 229920002101 Chitin Polymers 0.000 claims description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- 108010052164 Sodium Channels Proteins 0.000 claims description 6
- 102000018674 Sodium Channels Human genes 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 230000002860 competitive effect Effects 0.000 claims description 6
- 239000010949 copper Substances 0.000 claims description 6
- 229910052802 copper Inorganic materials 0.000 claims description 6
- 108010057988 ecdysone receptor Proteins 0.000 claims description 6
- 229960003692 gamma aminobutyric acid Drugs 0.000 claims description 6
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims description 6
- 229930014550 juvenile hormone Natural products 0.000 claims description 6
- 239000002949 juvenile hormone Substances 0.000 claims description 6
- 150000003633 juvenile hormone derivatives Chemical class 0.000 claims description 6
- 230000002438 mitochondrial effect Effects 0.000 claims description 6
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims description 6
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 claims description 5
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 claims description 5
- 108010018763 Biotin carboxylase Proteins 0.000 claims description 5
- 108010062745 Chloride Channels Proteins 0.000 claims description 5
- 102000011045 Chloride Channels Human genes 0.000 claims description 5
- 102000013379 Mitochondrial Proton-Translocating ATPases Human genes 0.000 claims description 5
- 108010026155 Mitochondrial Proton-Translocating ATPases Proteins 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
- 102000003563 TRPV Human genes 0.000 claims description 5
- 108060008564 TRPV Proteins 0.000 claims description 5
- 230000001419 dependent effect Effects 0.000 claims description 5
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- 108010003516 norsynephrine receptor Proteins 0.000 claims description 5
- 230000010627 oxidative phosphorylation Effects 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- 239000003195 sodium channel blocking agent Substances 0.000 claims description 5
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 4
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 4
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 claims description 3
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 claims description 3
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- IMHBYKMAHXWHRP-UHFFFAOYSA-N anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 claims description 3
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Classifications
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
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- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-nitrogen bonds, e.g. azides, diazo-amino compounds, diazonium compounds, hydrazine derivatives
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- A—HUMAN NECESSITIES
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- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
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- A—HUMAN NECESSITIES
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- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom not containing sulfur-to-oxygen bonds, e.g. polysulfides
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
- A01N47/14—Di-thio analogues thereof
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
Definitions
- the present invention relates to combinations of diamide insecticidal compounds in combination with at least one fungicidally active compound and at least another insecticidal compound.
- the said combinations demonstrate excellent efficacy in the control of unwanted pests.
- Insecticides are used to control a wide variety of insect pests.
- Diamides insecticides are a relatively new group of insecticides and include insecticides such as flubendiamide, a highly potent lepidoptericide and chlorantraniliprole and its analogue cyantraniliprole. Evolution of diamide can be studied in article published Pest Manag Sci. 2013 Jan;69(1 ):7-14.
- Chlorantraniliprole and cyantraniliprole are anthranilic diamide Insecticidal compounds which exhibit larvicidal activity as orally ingested toxicants which target and disrupt the Ca 2+ balance and Ryanodine receptor.
- Fungicides are an integral and important tool yielded by farmers to control diseases, as well as to improve yields and quality of the crops.
- fungicides that have been developed over the years with many desirable attributes such as specificity, systemicity, curative and eradicant action and high activity at low use rates.
- fungicides such as Quinone outside inhibitors (Qols), ergosterol-biosynthesis inhibitors, fungicides that act on multiple sites.
- Dithiocarbamates are multi-site fungicides. These fungicides are used for broad-spectrum disease control in more than 70 crops. Mancozeb is especially important for controlling devastating and fast spreading diseases such as Phytophthora infestans, Venturia inaequalis etc.
- Dithiocarbamate fungicides, especially mancozeb are particularly useful for disease control because of their broad spectrum of activity, high tolerance by crop plants, and general usefulness for controlling fungal plant diseases not controlled by active compounds that act on only a single target site in the fungus.
- embodiments of the present invention may ameliorate one or more of the above mentioned problems:
- embodiments of the present invention may provide combinations of at least two insecticides and a fungicide that possess an enhanced efficacy over the individual active compound used in isolation.
- Another object of the present invention is to provide insecticidal and fungicidal combinations that causes an enhanced larvicidal activity.
- Another object of the present invention is to provide combinations which enhance the protection to plants from attack or infestation by insects, acarids or nematodes.
- an aspect of the present invention may provide a combination comprising: at least one insecticidal diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- At least another insecticidal compound is at least another insecticidal compound.
- an aspect of the present invention may provide a combination comprising: at least one diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- Another aspect of the present invention can provide a combination comprising: at least one diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- compositions comprising: at least one diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- At least one other insecticidal compound at least one other insecticidal compound.
- compositions comprising: at least one diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- the term 'disease control' as used herein denotes control and prevention of a disease. Controlling effects include all deviation from natural development, for example: killing, retardation, decrease of the fugal disease.
- the term 'plants' refers to all physical parts of a plant, including seeds, seedlings, saplings, roots, tubers, stems, stalks, foliage and fruits.
- locus of a plant as used herein is intended to embrace the place on which the plants are growing, where the plant propagation materials of the plants are sown or where the plant propagation materials of the plants will be placed into the soil.
- plant propagation material is understood to denote generative parts of a plant, such as seeds, vegetative material such as cuttings or tubers, roots, fruits, tubers, bulbs, rhizomes and parts of plants, germinated plants and young plants which are to be transplanted after germination or after emergence from the soil. These young plants may be protected before transplantation by a total or partial treatment by immersion.
- agriculturally acceptable amount of active refers to an amount of an active that kills or inhibits the plant disease for which control is desired, in an amount not significantly toxic to the plant being treated.
- insecticidal and/or acaricidal and/or antimicrobial activity or the fungicidal activity and/or the plant-invigorating activity and/or the yield-enhancing activity of the active compound combinations according to the invention are significantly higher than the sum of the activities of the individual active compounds.
- the present invention provides a combination comprising:
- At least one insecticidal diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- the multi-site fungicide maybe selected from the group consisting of dithiocarbamates, phthalimides, chloronitriles, inorganic fungicides, sulfamides, bis-guanidines, triazines, quinones, quinoxalines, dicoarboxamides and mixtures thereof.
- the multi-site contact fungicides of the present invention inhibit fungal growth through multiple sites of action and have contact and preventive activity.
- the multi-site contact fungicide may be selected from copper fungicides, sulfur fungicides, dithiocarbamate fungicides, phthalamide fungicides, chloronitrile fungicides, sulfamide fungicides, guanidine fungicides, triazines fungicides and quinone fungicides.
- the copper fungicides of the present invention are inorganic compounds containing copper, typically in the copper (II) oxidation state and are preferably selected from copper oxychloride, copper sulfate, copper hydroxide and tribasic copper sulfate (Bordeaux mixture).
- the sulfur fungicides of the present invention are inorganic chemicals containing rings or chains of sulfur atoms and is preferably elemental sulfur.
- the dithiocarbamate fungicides of the present invention contain a dithiocarbamate molecular moiety and are selected from amobam, asomate, azithiram, carbamorph, cufraneb, cuprobam, disulfiram, ferbam, metam, nabam, tecoram, thiram, urbacide, ziram, dazomet, etem, milneb, mancopper, mancozeb, maneb, metiram, polycarbamate, propineb and zineb.
- the phthalamide fungicides of the present invention contain a phthalamide molecular moiety and are selected from folpet, captan and captafol.
- the chloronitrile fungicide of the present invention comprises an aromatic ring substituted with chloro- and cyano-substituents and is preferably chlorothalonil.
- the sulfamide fungicides of the present invention are preferably selected from dichlofluanid and tolylfluanid.
- the guanidine fungicides of the present invention are preferably selected from dodine, guazantine and iminoctaadine.
- the triazine fungicide of the present invention is preferably anilazine.
- the quinone fungicide of the present invention is preferably dithianon.
- the multi-site contact fungicide of the present invention is a dithiocarbamate fungicide selected from amobam, asomate, azithiram, carbamorph, cufraneb, cuprobam, disulfiram, ferbam, metam, nabam, tecoram, thiram, urbacide, ziram, dazomet, etem, milneb, mancopper, mancozeb, maneb, metiram, polycarbamate, propineb and zineb.
- the preferred multi-site fungicide is dithiocarbamate fungicides (A) which may be selected from the group consisting of amobam (A1 ), asomate (A2), azithiram (A3), carbamorph (A4), cufraneb (A5), cuprobam (A6), disulfiram (A7), ferbam (A8), metam (A9), nabam (A10), tecoram (A1 1 ), thiram (A12), urbacide (A13), ziram (A14), dazomet (A15), etem (A16), milneb (A17), mancopper (A18), mancozeb (A19), maneb (A20), metiram (A21 ), polycarbamate (A22), propineb (A23) and zineb (A24) and mixtures thereof.
- the preferred dithiocarbamate fungicide is mancozeb (A19).
- the anthranilamide compound is selected from diamide class (B).
- the choice of anthranilamide compound may not be limited to these diamide class alone.
- the diamide class of anthranilamide compound may be selected from (B1 ) broflanilide, (B2) chlorantraniliprole,(B3) cyantraniliprole, (B4) cyclaniliprole, (B5) cyhalodiamide, (B6) flubendiamide, (B7) tetraniliprole and mixtures thereof.
- Chlorantraniliprole (B2) has the chemical name 3-bromo-4'-chloro-1 -(3-chloro-2- pyridyl)-2'-methyl-6'-(methylcarbamoyl)pyrazole-5-carboxanilide and has the structure:
- Cyantraniliprole (B3) has the chemical name 3-bromo-1-(3-chloro-2-pyridyl)-4'- cyano-2'-methyl-6'-(methylcarbamoyl)pyrazole-5-carboxanilide and the structure:
- Cyclaniliprole (B4) has the chemical name 2',3-dibromo-4'-chloro-1 -(3-chloro-2- pyridyl)-6'- ⁇ [(1 RS)-1-cyclopropylethyl]carbamoyl ⁇ pyrazole-5-carboxanilide and has the structure:
- Cyhalodiamide (B5) has the chemical name 3-chloro-N'-(1 -cyano-1-methylethyl)- N- ⁇ 4-[1 ,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-o-tolyl ⁇ phthalamide and has the structure:
- Flubendiamide (B6) has the chemical 3-iodo-N'-(2-mesyl-1 ,1 -dimethylethyl)-N- ⁇ 4- [1 ,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-o-tolyl ⁇ phthalamide and have the structure:
- Tetraniliprole (B7) has the chemical name . ⁇ -(S-chloro ⁇ -pyridyl ⁇ '-cyano ⁇ '- methyl-6'-methylcarbamoyl-3- ⁇ [5-(trifluoromethyl)-2H-tetrazol-2- yl]methyl ⁇ pyrazole-5-carboxanilide, and has the following structure:
- Broflanilide (B1 ) has the chemical name 6'-bromo-a,a,a,2-tetrafluoro-3-(N- methylbenzamido)-4'-[1 ,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]benz-o-toluidide, and has the followin
- the second and/or third insecticidal compound (C) in the combinations of the present invention may be selected from Acetylcholinesterase (AChE) inhibitors, GABA -gated chloride channel blockers, Sodium channel modulators, Nicotinic acetylcholine receptor (nAChR) competitive modulators, Nicotinic acetylcholine receptor (nAChR) allosteric modulators, Glutamate -gated chloride channel (GluCI) allosteric modulators, Juvenile hormone mimics, Chordotonal organ TRPV channel modulators, Mite growth inhibitors, Microbial disruptors of insect midgut membranes, Inhibitors of mitochondrial ATP synthase, Uncouplers of oxidative phosphorylation via disruption of the proton gradient, Nicotinic acetylcholine receptor (nAChR) channel blockers, Inhibitors of chitin biosynthesis , Moulting disruptors, Ecdysone receptor agonists, Octo
- the Acetylcholinesterase (AChE) inhibitors (C) may be selected from the group consisting of carbamates such as Alanycarb (C1 ), Aldicarb (C2), Bendiocarb (C3), Benfuracarb (C4), Butocarboxim (C5), Butoxycarboxim (C6), Carbaryl (C7), Carbofuran (C8), Carbosulfan (C9), Ethiofencarb (C9), Fenobucarb (C10), Formetanate (C1 1 ), Furathiocarb (C12), Isoprocarb (C13), Methiocarb (C14), Methomyl (C15), Metolcarb (C16), Oxamyl (C17) Pirimicarb (C18), Propoxur (C19), Thiodicarb (C20), Thiofanox (C21 ), Triazamate (C22), Trimethacarb (C23), X
- the preferred Acetylcholinesterase (AChE) inhibitors may be selected from thiodicarb (C20), methomyl (C15), acephate (C25), and quinalphos (C80).
- the GABA -gated chloride channel blockers may be selected from Chlordane (C89), Endosulfan (C90), Ethiprole (C91 ), Fipronil (C92) and mixtures thereof.
- the preferred GABA gated chloride channel blocker may be fipronil (C92).
- the Sodium channel modulators may be selected from Pyrethroids such as acrinathrin (C93), allethrin (C94), bioallethrin (C95), esdepallethrine (C96), barthrin (C97), bifenthrin (C98), kappa-bifenthrin (C99), bioethanomethrin (C100), brofenvalerate (C101 ), brofluthrinate (C102), bromethrin (C103), butethrin (C104), chlorempenthrin (C105), cyclethrin (C106), cycloprothrin (C107), cyfluthrin (C108), beta-cyfluthrin (C109), cyhalothrin (C1 10), gamma- cyhalothrin (C1 1 1 ), lambda-cyhalothrin (C1 12), cypermethrin
- the preferred Sodium channel modulator may be bifenthrin (C98), kappa-bifenthrin (C99), gamma-cyhalothrin (C1 1 1 ), lambda-cyhalothrin (C1 12), cypermethrin (C1 13), alpha-cypermethrin (C1 14), beta-cypermethrin (C1 15), theta-cypermethrin (C1 16), zeta-cypermethrin (C1 16), fenpropathrin (C126), permethrin (C143) and mixtures thereof.
- the nicotinic acetylcholine receptor (nAChR) competitive modulators may be selected from Neonicotinoids such as Acetamiprid (C180), Clothianidin (C181 ), Dinotefuran (C182), Imidacloprid (C183), Nitenpyram (C184), Thiacloprid (C185), Thiamethoxam (C186); Sulfoximines such as sulfoxaflor (185); Butenolides such as Flupyradifurone (C186); Mesoionics such as Triflumezopyrim (C186) and mixtures thereof.
- Neonicotinoids such as Acetamiprid (C180), Clothianidin (C181 ), Dinotefuran (C182), Imidacloprid (C183), Nitenpyram (C184), Thiacloprid (C185), Thiamethoxam (C186); Sulfoximines such as sulfoxaflor (185); Butenoli
- the preferred nicotinic acetylcholine receptor (nAChR) competitive modulators may be Acetamiprid (C180), Clothianidin (C181 ), Imidacloprid (C183), Thiacloprid (C185), Thiamethoxam (C186), sulfoxaflor (185).
- the Nicotinic acetylcholine receptor (nAChR) allosteric modulators may be selected from Spinosyns such as Spinetoram (C187), Spinosad (C188) and mixtures thereof.
- the preferred Nicotinic acetylcholine receptor (nAChR) allosteric modulators may be Spinosad (C188).
- the Glutamate gated chloride channel (GluCI) allosteric modulators such as Avermectins selected from Abamectin (C189), Emamectin benzoate (C190), Lepimectin (C191 ) and Milbemycins such as Milbemectin (C192), milbemycin A3 (C193), Milbemycin A4 (C194), Mildiomycin (C195) and mixtures thereof.
- Avermectins selected from Abamectin (C189), Emamectin benzoate (C190), Lepimectin (C191 ) and Milbemycins such as Milbemectin (C192), milbemycin A3 (C193), Milbemycin A4 (C194), Mildiomycin (C195) and mixtures thereof.
- the preferred Glutamate gated chloride channel (GluCI) allosteric modulators may be abamectin (C189).
- the Juvenile hormone mimics may be selected from Hydroprene (C196), Kinoprene(C197), Methoprene (C198), Fenoxycarb (C199), Pyriproxyfen (C200) and mixtures thereof.
- the preferred juvenile hormone mimic may be Pyriproxyfen (C200).
- the Miscellaneous nonspecific (multi-site) inhibitor insecticides may be selected from Methyl bromide and the like, Chloropicrin (C201 ), Cryolite (Sodium aluminum fluoride) (C202), Sulfuryl fluoride (C203), Borax (C204), Boric acid (C205), Disodium octaborate (C206), Sodium borate (C207), Sodium metaborate (C208), Tartar emetic (C209), Dazomet (C210), Metam (C21 1 ) and mixtures thereof.
- the Chordotonal organ TRPV channel modulators may be selected from Pymetrozine (C212), Pyrifluquinazon (C213) and mixtures thereof.
- Mite growth inhibitors may be selected from Clofentezine (C214), Diflovidazin (C215), Hexythiazox (C216), Etoxazole (C217) and mixtures thereof.
- Microbial disruptors of insect midgut membranes may be selected from Bacillus thuringiensis subsp. Israelensis (C218), Bacillus thuringiensis subsp. Aizawai (C219), Bacillus thuringiensis subsp. Kurstaki (C219), Bacillus thuringiensis subsp. Tenebrionis (C220), B.t.
- crop proteins such as CrylAb (C221 ), CrylAc (C222), Cryl Fa (C223), Cry1A.105 (224), Cry2Ab (C225), Vip3A (C226), mCry3A (C227), Cry3Ab (C228), Cry3Bb (C229), Cry34Ab1/Cry35Ab1 (C230), Bacillus sphaericus (C231 ) and the like.
- Inhibitors of mitochondrial ATP synthase may be selected from Diafenthiuron (C232), Azocyclotin (C233), Cyhexatin (C234), Fenbutatin oxide (C235), Propargite (236), Tetradifon (C237) and mixtures thereof.
- Uncouplers of oxidative phosphorylation via disruption of the proton gradient may be selected from Chlorfenapyr (C238), DNOC (C239), Sulfluramid (C240) and mixtures thereof.
- Nicotinic acetylcholine receptor (nAChR) channel blockers may be selected from Bensultap (C241 ), Cartap hydrochloride (C242), Thiocyclam (C243), Thiosultap-sodium (C244) and mixtures thereof.
- Inhibitors of chitin biosynthesis may be selected from Bistrifluron (C245), Chlorfluazuron (C246), Diflubenzuron (C247), Flucycloxuron (C248), Flufenoxuron (C249), Hexaflumuron (C250), Lufenuron (C251 ), Novaluron (C252), Noviflumuron (C253), Teflubenzuron (C254), Triflumuron (C255), Buprofezin (C256) and mixtures thereof.
- the preferred Inhibitors of chitin biosynthesis may be Novaluron (C252), Chlorfluazuron (C246), Lufenuron (C251 ), Buprofezin (C256).
- moulting disruptors may be selected from cyromazine (C257) and the like.
- Ecdysone receptor agonists may be selected from Chromafenozide (C258), Halofenozide (C259), Methoxyfenozide (C260), Tebufenozide (C261 ) and mixtures thereof.
- the preferred Ecdysone receptor agonists may be selected from Methoxyfenozide (C260).
- Octopamine receptor agonists may be selected from amitraz (C262) and the like.
- Mitochondrial complex electron transport inhibitors may be selected from Hydramethylnon (C263), Acequinocyl (C264), Fluacrypyrim (C265), Bifenazate (C266), Fenazaquin (C267), Fenpyroximate (C268), Pyridaben (C269), Pyrimidifen (C270), Tebufenpyrad (C271 ), Tolfenpyrad (C272), Rotenone (C273), Aluminium phosphide (C274), Calcium phosphide (C275), Phosphine (C276), Zinc phosphide (C277), Calcium cyanide (C278), Potassium cyanide (C279), Sodium cyanide (280), Cyenopyrafen (C281 ), Cyflumetofen (C282), Pyflubumide (C283) and mixtures thereof.
- Hydramethylnon C263
- Acequinocyl C264
- the preferred mitochondrial complex electron transport inhibitors may be Bifenazate (C266), Fenpyroximate (C268), Pyridaben (C269), Tebufenpyrad (C270), Tolfenpyrad (C271 ).
- Voltage-dependent sodium channel blockers may be selected from Indoxacarb (C272), Metaflumizone (C273) and mixtures thereof.
- Inhibitors of acetyl CoA carboxylase may be selected from Tetronic and Tetramic acid derivatives such as Spirodiclofen (C274), Spiromesifen (C275), Spirotetramat (C276) and, Spiropidion (C277) mixtures thereof.
- Chordotonal organ Modulators - undefined target site may be selected from Flonicamid (C278) and the like.
- the biopesticide may be selected from botanical insecticides such as azadirectin A (C279), euginol (C280), neem oil (C281 ), toosendanin (C282), 1-cinnamoyl-3-feruoyl-1 1-hydroxymeliacarpin (C283), volkensin (C284), d- limonene (C285), menthol, (C286) 1 ,8-cineole (C287), citronellal (C288), eugenol (C289) p-menthane-3,8-diol (C290), thymol (C291 ) and the like and mixtures thereof.
- the preferred amide anthranilamide insecticidal compound is chlorantraniliprole.
- the preferred anthranilamide insecticide compound is cyantraniliprole.
- an aspect of the present invention may provide combinations comprising:
- At least one diamide insecticide selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- copper fungicides selected from copper oxychloride, copper sulfate, copper hydroxide and tribasic copper sulfate (Bordeaux mixture);
- dithiocarbamate fungicides selected from amobam, asomate, azithiram, carbamorph, cufraneb, cuprobam, disulfiram, ferbam, metam, nabam, tecoram, thiram, urbacide, ziram, dazomet, etem, milneb, mancopper, mancozeb, maneb, metiram, polycarbamate, propineb and zineb;
- phthalimide fungicides selected from folpet, captan and captafol;
- guanidine fungicides selected from dodine, guazantine and iminoctaadine;
- At least one insecticidal active selected from Acetylcholinesterase (AChE) inhibitors, GABA -gated chloride channel blockers, Sodium channel modulators, Nicotinic acetylcholine receptor (nAChR) competitive modulators, Nicotinic acetylcholine receptor (nAChR) allosteric modulators, Glutamate -gated chloride channel (GluCI) allosteric modulators, Juvenile hormone mimics, Chordotonal organ TRPV channel modulators, Mite growth inhibitors, Microbial disruptors of insect midgut membranes, Inhibitors of mitochondrial ATP synthase, Uncouplers of oxidative phosphorylation via disruption of the proton gradient, Nicotinic acetylcholine receptor (nAChR) channel blockers, Inhibitors of chitin biosynthesis , Moulting disruptors, Ecdysone receptor agonists, Octopamine receptor agonists, Mitochondrial complex electron transport inhibitors,
- the present invention may provide combinations comprising: at least one diamide insecticide selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- At least one dithiocarbamate fungicide selected from amobam, asomate, azithiram, carbamorph, cufraneb, cuprobam, disulfiram, ferbam, metam, nabam, tecoram, thiram, urbacide, ziram, dazomet, etem, milneb, mancopper, mancozeb, maneb, metiram, polycarbamate, propineb and zineb;
- At least one insecticidal active selected from Acetylcholinesterase (AChE) inhibitors, GABA -gated chloride channel blockers, Sodium channel modulators, Nicotinic acetylcholine receptor (nAChR) competitive modulators, Nicotinic acetylcholine receptor (nAChR) allosteric modulators, Glutamate -gated chloride channel (GluCI) allosteric modulators, Juvenile hormone mimics, Chordotonal organ TRPV channel modulators, Mite growth inhibitors, Microbial disruptors of insect midgut membranes, Inhibitors of mitochondrial ATP synthase, Uncouplers of oxidative phosphorylation via disruption of the proton gradient, Nicotinic acetylcholine receptor (nAChR) channel blockers, Inhibitors of chitin biosynthesis , Moulting disruptors, Ecdysone receptor agonists, Octopamine receptor agonists, Mitochondrial complex electron transport inhibitors,
- binations of the present invention may be formulated in the form of a mbodiment, the present invention may provide a composition comprising: (a) at least one diamide insecticidal compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole; (b) at least one dithiocarbamate fungicide;
- the present invention may provide a composition comprising:
- At least one diamide insecticidal compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- the amount of a composition according to the invention to be applied will depend on various factors, such as the subject of the treatment, such as, for example plants, soil or seeds; the type of treatment, such as, for example spraying, dusting or seed dressing; the purpose of the treatment, such as, for example prophylactic or therapeutic disease control; in case of disease control the type of fungi to be controlled or the application time.
- This amount of the combinations of the present invention to be applied can be readily deduced by a skilled agronomist.
- compositions of the present invention maybe mixed with other agrochemically active including but not limited to herbicide, fungicides, fertilizers, plant growth regulators and the like.
- compositions comprising:
- At least one diamide insecticide selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide flubendiamide, tetraniliprole;
- the total amount of diamide insecticidal compound in the composition may typically be in the range of 0.1 to 99% by weight, preferably 0.2 to 90% by weight.
- the total amount of dithiocarbamate fungicide in the composition may be in the range of 0.1 to 99% by weight.
- the total amount of the other insecticidal active in the composition may be in the range of 0.1 to 99% by weight.
- the constituent fungicides of the combination of the present invention may be admixed in ratio of (1-80): (1 -80): (1 -80) of the dithiocarbamate fungicide, anthranilamide insecticidal compound and one other insecticide respectively.
- the constituents of the composition of the present invention may be tank mixed and sprayed at the locus of the infection, or may be alternatively be mixed with surfactants and then sprayed.
- the constituents of the composition of the present invention may be used for foliar application, ground or applications to plant propagation materials.
- the compositions of the present invention may typically be produce by mixing the actives in the composition with an inert carrier, and adding surfactants and other adjuvants and carriers as needed and formulated into solid, or liquid formulations, including but not limited to wettable powders, granules, dusts, soluble (liquid) concentrates, suspension concentrates, oil in water emulsion, water in oil emulsion, emulsifiable concentrates, capsule suspensions, ZC formulations, oil dispersions or other known formulation types.
- the composition may also be used for treatment of a plant propagation material such as seeds etc.
- solid carrier used in formulation examples include fine powders or granules such as minerals such as kaolin clay, attapulgite clay, bentonite, montmorillonite, acid white clay, pyrophyllite, talc, diatomaceous earth and calcite; natural organic materials such as corn rachis powder and walnut husk powder; synthetic organic materials such as urea; salts such as calcium carbonate and ammonium sulfate; synthetic inorganic materials such as synthetic hydrated silicon oxide; and as a liquid carrier, aromatic hydrocarbons such as xylene, alkylbenzene and methylnaphthalene; alcohols such as 2-propanol, ethyleneglycol, propylene glycol, and ethylene glycol monoethyl ether; ketones such as acetone, cyclohexanone and isophorone; vegetable oil such as soybean oil and cotton seed oil; petroleum aliphatic hydrocarbons, esters, dimethylsulfoxide, acetonitrile and water.
- surfactant examples include anionic surfactants such as alkyl sulfate ester salts, alkylaryl sulfonate salts, dialkyl sulfosuccinate salts, polyoxyethylene alkylaryl ether phosphate ester salts, lignosulfonate salts and naphthalene sulfonate formaldehyde polycondensates; and nonionic surfactants such as polyoxyethylene alkyl aryl ethers, polyoxyethylene alkylpolyoxypropylene block copolymers and sorbitan fatty acid esters and cationic surfactants such as alkyltrimethylammonium salts.
- anionic surfactants such as alkyl sulfate ester salts, alkylaryl sulfonate salts, dialkyl sulfosuccinate salts, polyoxyethylene alkylaryl ether phosphate ester salts, lignosulfonate salts and naphthalene
- the other formulation auxiliary agents include water-soluble polymers such as polyvinyl alcohol and polyvinylpyrrolidone, polysaccharides such as Arabic gum, alginic acid and the salt thereof, CMC (carboxymethyl- cellulose), Xanthan gum, inorganic materials such as aluminum magnesium silicate and alumina sol, preservatives, coloring agents and stabilization agents such as PAP (acid phosphate isopropyl) and BHT.
- water-soluble polymers such as polyvinyl alcohol and polyvinylpyrrolidone
- polysaccharides such as Arabic gum, alginic acid and the salt thereof
- CMC carboxymethyl- cellulose
- Xanthan gum inorganic materials
- preservatives such as aluminum magnesium silicate and alumina sol
- coloring agents and stabilization agents such as PAP (acid phosphate isopropyl) and BHT.
- Blast Magnaporthe grisea
- Helminthosporium leaf spot Helminthosporium leaf spot
- sheath blight Sheath blight
- bakanae disease Gibberella fujikuroi
- Rhizoctonia solani loose smut (Ustilago nuda), scald (Rhynchosporium secalis), net blotch (Pyrenophora teres), spot blotch (Cochliobolus sativus), leaf stripe (Pyrenophora graminea), and Rhizoctonia damping-off (Rhizoctonia solani).
- smut Ustilago maydis
- brown spot Cochliobolus heterostrophus
- copper spot Gloeocercospora sorghi
- southern rust Puccinia polysora
- gray leaf spot Cercospora zeae-maydis
- white spot Phaeosphaeria mydis and/or Pantoea ananatis
- Rhizoctonia damping-off Rhizoctonia solani
- anthracnose (Elsinoe ampelina), ripe rot (Glomerella cingulata), powdery mildew (Uncinula necator), rust (Phakopsora ampelopsidis), black rot (Guignardia bidwellii), botrytis, and downy mildew (Plasmopara viticola).
- anthracnose Cold-totrichum lagenarium
- powdery mildew Sphaerotheca fuliginea
- gummy stem blight Mycosphaerella melonis
- Fusarium wilt Fusarium oxysporum
- downy mildew Pseudoperonospora cubensis
- Phytophthora rot Phytophthora sp.
- damping-off Pythium sp
- brown spot (Alternaria longipes), powdery mildew (Erysiphe cichoracearum), anthracnose (Colletotrichum tabacum), downy mildew (Peronospora tabacina), and black shank (Phytophthora nicotianae).
- Cercospora leaf spot Cercospora beticola
- leaf blight Triggeratephorus cucumeris
- Root rot Trigger rot
- Aphanomyces root rot Aphanomyces cochlioides
- Black sigatoka Mycosphaerella fijiensis
- Yellow sigatoka Mycosphaerella musicola
- insect pests controlled by the combinations of the present invention may belong to the class Insecta, Arachnida and Nematoda.
- Exemplary pests may include: from the order Lepidoptera, pests such as Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis, Chilo spp., Choristoneura spp., Clysia ambiguella, Cnaphalocrocis spp., Cnephasia spp., Cochylis spp., Coleophora spp., Crocidolomia spp., Cryptophlebia leucotre
- Trogoderma spp. from the order Orthoptera, pests such as Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Periplaneta spp. and Schistocerca spp.; from the order Isoptera, pests such as Reticulitermes spp.; from the order Psocoptera pest such as, Liposcelis spp.; from the order Anoplura, pests such as Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp.
- Triatoma spp. from the order Homoptera, insect pests such as Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp., Aphididae, Aphis spp., Aspidiotus spp., Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium, Chrysomphalus dictyospermi, Coccus hesperidum, Empoasca spp., Eriosoma larigerum, Erythroneura spp., Gascardia spp., Laodelphax spp., Lecanium corni, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Paratoria spp., Pemphigus spp., Planoc
- Vespa spp. from the order Diptera, insect pests such as Antherigona soccata, Bibio hortulanus, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, Liriomyza spp., Melanagromyza spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis pomonella, Sciara spp.; from the order Acarina, pests such as Acarus siro, Aceria sheldoni, Aculus Mattendali, Amblyomma spp., Argas spp., Brevipalpus spp., Bryobia praetiosa, Calipitrimer
- Globodera spp. for example, Globodera rostochiensis
- Radopholus spp. for example, Radopholus similes
- Rotylenchulus spp. Pratylenchus spp.
- compositions of the present invention can be used on agricultural lands such as fields, paddy fields, lawns and orchards or on non-agricultural lands.
- the present invention may be used to control diseases in agricultural lands for cultivating the plants without any phytotoxicity to the plant.
- crops on which the present compositions may be used include but are not limited to corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, buckwheat, beet, rapeseed, sunflower, sugar cane, tobacco, etc.; vegetables: solanaceous vegetables such as eggplant, tomato, pimento, pepper, potato, etc., cucurbit vegetables such as cucumber, pumpkin, zucchini, water melon, melon, squash, etc., cruciferous vegetables such as radish, white turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, leaf mustard, broccoli, cauliflower, etc., asteraceous vegetables such as burdock, crown daisy, artichoke, lettuce, etc, liliaceous vegetables such as green onion, onion, garlic, and asparagus, ammiaceous vegetables such as carrot, parsley, celery, parsnip, etc., chenopodiaceous vegetables such as spinach, Swiss chard, etc., lamiaceous vegetables
- berries such as blueberry, cranberry, blackberry, raspberry, etc., grape, kaki fruit, olive, plum, banana, coffee, date palm, coconuts, etc. , trees other than fruit trees; tea, mulberry, flowering plant, trees such as ash, birch, dogwood, Eucalyptus, Ginkgo biloba, lilac, maple, Quercus, poplar, Judas tree, Liquidambar formosana, plane tree, zelkova, Japanese arborvitae, fir wood, hemlock, juniper, Pinus, Picea, and Taxus cuspidate, etc.
- constituent fungicides and insecticides of the combination of the present invention may be admixed in ratio of (1-80): (1-80): (1 :80)
- the present invention may provide methods of controlling fungal diseases and insect pests comprising applying a combination comprising:
- At least one at least one diamide insecticide selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- the diamide insecticide, the dithiocarbamate fungicide, and at least one other insecticide may be selected according to any of the preferred embodiments of the combinations described hereinabove.
- kits of parts such that individual actives may be mixed before spraying.
- the kit of parts may contain at least one diamide insecticide and the dithiocarbamate fungicide pre-mixed and the second insecticidal active may be admixed with an adjuvant such that the two components may be tank mixed before spraying.
- an aspect of the present invention may provide a kit comprising:
- a first insecticidal component comprising at least one insecticidal diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- fungicidal component comprising at least one multi-site fungicidal compound; and a second insecticidal component comprising at least another insecticidal compound.
- Another aspect of the present invention may provide a kit comprising:
- a first insecticidal component comprising at least one diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- a fungicidal component comprising at least one dithiocarbamate fungicide
- a second insecticidal component comprising at least another insecticidal compound.
- kits comprising:
- a first insecticidal component comprising at least one diamide compound selected from broflanilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, flubendiamide and tetraniliprole;
- a fungicidal component comprising at least one dithiocarbamate fungicide
- a second insecticidal component comprising at least two other insecticidal compounds.
- composition of the present invention maybe applied simultaneously as a tank mix or a formulation or may be applied sequentially.
- the application may be made to the soil before emergence of the plants, either pre-planting or post-planting, or to a plant propagation material.
- the application may be made as a foliar spray at different timings during crop development, with either one or two applications early or late post-emergence.
- compositions according to the invention can be applied before or after infection of the useful plants or the propagation material thereof by the fungi, or for prevention or curing of infestations of insect pest.
- a dithiocarbamate fungicide to a combination of anthranilamide insecticidal compound which are combined with at least one other insecticide, greatly improved the disease control as well as improved yield and demonstrated a synergistic effect.
- the efficacy of the combinations were evaluated on insect such as those belonging to Spodoptera sp., polyphagotarsonemus latus, Helicoverpa armigera, Helminthosporium sp, Cnaphalocrocis medinalis, Scirpophaga sp on various crops such as vegetable and cereal crops.
- the trial was carried out in Randomized Complete Block (RCB) method. Each trial was replicated four times and conducted under GEP guidelines. Application volumes were varied for each mixture.
- Such field trials were carried out at various locations so as to generate independent data, the locations were chosen randomly across India.
- the insecticidal and fungicidal actives were sprayed according to their recommended dosage.
- Table A demonstrates efficacy of the combination of amide insecticide (Chlorantriniprole) with a second insecticide with and without multi-site fungicide such as dithiocarbamate fungicide (Mancozeb).
- the field trials were carried out in India at various locations. The percentage efficacy was calculated after 10 days of applications.
- the target pests and the concentration of the insecticides and the results are recorded in the tables B below:
- mancozeb greatly increased the efficacy of the insecticidal combination. No phytotoxicity was observed in any of the trials. The addition of mancozeb greatly improved yield and increased disease control.
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Abstract
Description
Claims
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PCT/IB2018/053807 WO2018224915A1 (en) | 2017-06-09 | 2018-05-29 | Novel pesticidal combinations |
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CN109329287A (en) * | 2018-12-18 | 2019-02-15 | 河北军星生物化工有限公司 | A kind of Pesticidal combination and preparation method thereof |
CN110999910A (en) * | 2019-12-25 | 2020-04-14 | 安徽辉隆集团银山药业有限责任公司 | Insecticidal composition for preventing and controlling crop pests |
CN111513069A (en) * | 2020-06-13 | 2020-08-11 | 江西啄木蜂科技有限公司 | Pesticide composition for preventing and treating red pine cone pests and application thereof |
CN111848032A (en) * | 2020-07-15 | 2020-10-30 | 李永 | Adhesive based on construction waste and preparation method thereof |
CN113519534B (en) * | 2021-07-24 | 2022-02-25 | 上海明德立达生物科技有限公司 | Insecticidal composition containing brofenbendiamide and flonicamid and application thereof |
CN115868499A (en) * | 2022-12-12 | 2023-03-31 | 中农立华生物科技股份有限公司 | Compound agricultural insecticide containing bromofenoxaprop-p-fluorobenzene bisamide and application thereof |
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CN1385068A (en) * | 2002-05-22 | 2002-12-18 | 江苏省农药研究所 | Composite with pest-killing, mite-killing bacteria-killing activity |
GT200500179A (en) * | 2004-07-01 | 2006-02-23 | SYNERGIST MIXTURES OF ANTRANILAMIDE AGENTS FOR THE CONTROL OF INVERTEBRATE PESTS | |
JP5466893B2 (en) * | 2009-07-01 | 2014-04-09 | 三井化学アグロ株式会社 | Plant pest control agent containing quinoline compound and control method |
CN101669488B (en) * | 2009-09-29 | 2015-04-29 | 京博农化科技股份有限公司 | Binary complex pesticide composition containing chlorantraniliprole |
CN102113516B (en) * | 2010-01-05 | 2013-11-20 | 海南正业中农高科股份有限公司 | Insect killing compound containing chlorantraniliprole |
CN103037696A (en) * | 2010-05-31 | 2013-04-10 | 巴斯夫欧洲公司 | Method for increasing the health of a plant |
UA111593C2 (en) * | 2010-07-07 | 2016-05-25 | Баєр Інтеллекчуел Проперті Гмбх | ANTRANILIC ACID AMIDES IN COMBINATION WITH FUNGICIDES |
EP2476313A1 (en) * | 2011-01-14 | 2012-07-18 | Basf Se | Synergistic pesticidal compositions comprising a dithiocarbamate and an insecticide |
CN102318610B (en) | 2011-07-25 | 2013-08-28 | 吴元林 | Chlorantraniliprole-containing seed treatment agent composition and application thereof |
CN102630675B (en) | 2012-03-28 | 2014-01-15 | 联保作物科技有限公司 | Insect-killing and disease-resistant composite and suspension seed coating agent thereof |
JP2015044791A (en) * | 2013-07-29 | 2015-03-12 | クミアイ化学工業株式会社 | Agricultural and horticultural pest control agent and method for controlling pest |
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MX2016005024A (en) * | 2013-10-18 | 2016-12-16 | Basf Agrochemical Products Bv | Use of pesticidal active carboxamide derivative in soil and seed application and treatment methods. |
CN103651466B (en) | 2013-12-10 | 2016-03-23 | 洛阳市嘉创农业开发有限公司 | A kind of suspension seed-coating agent of control of maize seedling stage diseases and pests |
JP6027663B2 (en) * | 2014-10-20 | 2016-11-16 | 三井化学アグロ株式会社 | Plant pest control composition |
CN104542137A (en) | 2015-02-09 | 2015-04-29 | 镇远县醉美果业有限公司 | Method for controlling diseases and pests of peach trees |
CN104782630A (en) * | 2015-04-15 | 2015-07-22 | 南开大学 | Pesticide composition comprising chlorantraniliprole and diacylhydrazine insecticide |
CN105028472A (en) | 2015-07-08 | 2015-11-11 | 湖北瑞丰达农资有限公司 | Pharmaceutical formulation for controlling citrus diseases and pests and method for increasing yield of citrus |
JP2016056197A (en) * | 2016-01-12 | 2016-04-21 | 住友化学株式会社 | Pest control composition and use thereof |
CN105685051A (en) * | 2016-04-20 | 2016-06-22 | 陕西上格之路生物科学有限公司 | Dispersible oil suspension agent with methoxyfenozide |
JP2016155862A (en) * | 2016-05-24 | 2016-09-01 | 住友化学株式会社 | Pest control composition and pest control method |
EA202090002A1 (en) | 2017-06-09 | 2020-04-23 | Юпл Лтд | NEW PESTICIDAL COMBINATIONS |
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MX2019014733A (en) | 2020-08-17 |
CA3066579A1 (en) | 2018-12-13 |
AU2018279253A1 (en) | 2020-01-16 |
US11812748B2 (en) | 2023-11-14 |
UA125409C2 (en) | 2022-03-02 |
WO2018224915A1 (en) | 2018-12-13 |
US20200138025A1 (en) | 2020-05-07 |
JP7403318B2 (en) | 2023-12-22 |
BR102018011697A2 (en) | 2018-12-26 |
EP3634131A4 (en) | 2021-03-10 |
AR112081A1 (en) | 2019-09-18 |
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